NP-MRD: Showing NP-Card for Aurantiamine (NP0057971)

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Record Information

Version

2.0

Created at

2022-04-28 03:19:10 UTC

Updated at

2022-04-28 03:19:10 UTC

NP-MRD ID

NP0057971

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aurantiamine

Description

Aurantiamine belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof. Aurantiamine is found in Aspergillus insuetus, Aspergillus ustus NSC-F038, Penicillium aurantiogriseum, Penicillium aurantiogriseum Dierckx var. aurantiogriseum, Penicillium aurantiogriseum var. aurantiogriseum, Penicillium aurantiogriseum var. neoechinulatum and Penicillium canescens. Aurantiamine was first documented in 2004 (PMID: 15521175). Based on a literature review a small amount of articles have been published on Aurantiamine (PMID: 19719247) (PMID: 21397285) (PMID: 15789558) (PMID: 15789557).

Structure

MOL 3D MOL SDF PDB SMILES InChI

     RDKit          3D

 44 45  0  0  0  0  0  0  0  0999 V2000
   -3.9381    1.8750   -1.6473 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8684    0.5945   -1.3331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5968    0.2417    0.0775 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.8291    1.3423    0.8029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9284    0.1083    0.7995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8935   -1.0666    0.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3156   -2.1625    0.8828 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3984   -3.1326    0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4029   -2.6418    0.0765 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6489   -1.3565   -0.3076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8072   -0.4976   -1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4898   -0.3952   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0940   -1.0668    0.2701 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.4733   -0.8710    0.5090 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313   -1.1124    1.6529 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3833   -0.3941   -0.5398 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7053    0.0833   -0.0585 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.6832    1.3222    0.7739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7092    0.2440   -1.1896 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7580    0.6343   -1.3573 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3686    0.4681   -1.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8772    1.0760   -2.6116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1342    2.1500   -2.6661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8070    2.6752   -0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0104   -0.1700   -2.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5157    2.1404    1.1444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9881    1.7380    0.2138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4366    0.8600    1.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5691    0.9961    0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6531   -0.0363    1.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3996   -0.8133    0.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2328   -2.2354    1.3908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4190   -4.1363    1.2004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1528    0.0867   -1.9658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5031   -1.6860    0.8770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5782   -1.2712   -1.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1063   -0.7289    0.6216 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7267    1.5515    1.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2756    2.2077    0.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1203    1.1786    1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8528   -0.7713   -1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2819    0.9524   -1.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6869    0.5994   -0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406    1.4199   -1.6879 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 17  1  0
 17 19  1  0
 17 16  1  0
 16 20  1  0
 20 21  1  0
 21 22  2  0
 21 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 12 11  2  0
 11 10  1  0
 10  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  6  3  1  0
  3  4  1  1
  3  5  1  0
  3  2  1  0
  2  1  2  3
 14 16  1  0
  9 10  1  0
 18 38  1  0
 18 39  1  0
 18 40  1  0
 17 37  1  1
 19 41  1  0
 19 42  1  0
 19 43  1  0
 16 36  1  6
 20 44  1  0
 13 35  1  0
 11 34  1  0
  7 32  1  0
  8 33  1  0
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  5 31  1  0
  2 25  1  0
  1 23  1  0
  1 24  1  0
M  END


  Mrv1652304282205192D          

 22 23  0  0  1  0            999 V2000
    0.1067    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    2.0009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    2.0009    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    2.4134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    2.0009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    1.1759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3693    0.6910    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242   -0.0937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4492   -0.0937    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7041    0.6910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4888    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7437    0.1613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2338    1.7305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2734    1.2008    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8865    0.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0367    3.6509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6078    3.6509    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1067    3.2384    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8212    3.6509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8212    4.4759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5356    3.2384    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
  1 19  1  0  0  0  0
 19 20  1  1  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0057971

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)[C@@H]1NC(=O)\C(NC1=O)=C\C1=C(NC=N1)C(C)(C)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C16H22N4O2/c1-6-16(4,5)13-10(17-8-18-13)7-11-14(21)20-12(9(2)3)15(22)19-11/h6-9,12H,1H2,2-5H3,(H,17,18)(H,19,22)(H,20,21)/b11-7-/t12-/m0/s1

> <INCHI_KEY>
RSGRSUVVCYUKLM-RDQDRAATSA-N

> <FORMULA>
C16H22N4O2

> <MOLECULAR_WEIGHT>
302.378

> <EXACT_MASS>
302.174275964

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
32.617530671723884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3Z,6S)-3-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}-6-(propan-2-yl)piperazine-2,5-dione

> <ALOGPS_LOGP>
1.88

> <JCHEM_LOGP>
1.094245367

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.345109761694538

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.339791771420892

> <JCHEM_PKA_STRONGEST_BASIC>
5.745798340736427

> <JCHEM_POLAR_SURFACE_AREA>
86.88

> <JCHEM_REFRACTIVITY>
85.4741

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.49e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3S,6Z)-3-isopropyl-6-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}piperazine-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       0.199   4.505   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       1.533   3.735   0.000  0.00  0.00           O+0
HETATM    3  N   UNK     0      -1.134   3.735   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -2.468   4.505   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.802   3.735   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.802   2.195   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -2.556   1.290   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -3.032  -0.175   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -4.572  -0.175   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -5.048   1.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.512   1.766   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.988   0.301   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.036   3.230   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.977   2.242   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -9.121   1.211   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.468   6.045   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.802   6.815   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0      -1.134   6.815   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       0.199   6.045   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.533   6.815   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.533   8.355   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.867   6.045   0.000  0.00  0.00           C+0
CONECT    1    2    3   19                                                  
CONECT    2    1                                                            
CONECT    3    1    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    6   11                                                  
CONECT   11   10   12   13   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15                                                       
CONECT   15   14                                                            
CONECT   16    4   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18    1   20                                                  
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₆H₂₂N₄O₂

Average Mass

302.3780 Da

Monoisotopic Mass

302.17428 Da

IUPAC Name

(3Z,6S)-3-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}-6-(propan-2-yl)piperazine-2,5-dione

Traditional Name

(3S,6Z)-3-isopropyl-6-{[5-(2-methylbut-3-en-2-yl)-1H-imidazol-4-yl]methylidene}piperazine-2,5-dione

CAS Registry Number

Not Available

SMILES

CC(C)[C@@H]1NC(=O)\C(NC1=O)=C\C1=C(NC=N1)C(C)(C)C=C

InChI Identifier

InChI=1S/C16H22N4O2/c1-6-16(4,5)13-10(17-8-18-13)7-11-14(21)20-12(9(2)3)15(22)19-11/h6-9,12H,1H2,2-5H3,(H,17,18)(H,19,22)(H,20,21)/b11-7-/t12-/m0/s1

InChI Key

RSGRSUVVCYUKLM-RDQDRAATSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aspergillus insuetus	Fungi	KNApSAcK
Aspergillus ustus NSC-F038	Fungi	KNApSAcK
Penicillium aurantiogriseum	LOTUS Database	35616633
Penicillium aurantiogriseum Dierckx var. aurantiogriseum	Fungi	KNApSAcK
Penicillium aurantiogriseum var. aurantiogriseum	Fungi	KNApSAcK
Penicillium aurantiogriseum var. neoechinulatum	Fungi	KNApSAcK
Penicillium canescens	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as alpha amino acids and derivatives. These are amino acids in which the amino group is attached to the carbon atom immediately adjacent to the carboxylate group (alpha carbon), or a derivative thereof.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Alpha amino acids and derivatives

Alternative Parents

Substituents

Alpha-amino acid or derivatives
Dioxopiperazine
2,5-dioxopiperazine
1,4-diazinane
Piperazine
Azole
Heteroaromatic compound
Imidazole
Carboxamide group
Secondary carboxylic acid amide
Lactam
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.88	ALOGPS
logP	1.09	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	11.34	ChemAxon
pKa (Strongest Basic)	5.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.88 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	85.47 m³·mol⁻¹	ChemAxon
Polarizability	32.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00011252

Chemspider ID

9533478

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aurantiamine

METLIN ID

Not Available

PubChem Compound

11358551

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Lopez-Gresa MP, Cabedo N, Gonzalez-Mas MC, Ciavatta ML, Avila C, Primo J: Terretonins E and F, inhibitors of the mitochondrial respiratory chain from the marine-derived fungus Aspergillus insuetus (#). J Nat Prod. 2009 Jul;72(7):1348-51. doi: 10.1021/np900085n. [PubMed:19719247 ]
Antia BS, Aree T, Kasettrathat C, Wiyakrutta S, Ekpa OD, Ekpe UJ, Mahidol C, Ruchirawat S, Kittakoop P: Itaconic acid derivatives and diketopiperazine from the marine-derived fungus Aspergillus aculeatus CRI322-03. Phytochemistry. 2011 Jun;72(8):816-20. doi: 10.1016/j.phytochem.2011.02.013. Epub 2011 Mar 10. [PubMed:21397285 ]
Couladouros EA, Magos AD: Solid-phase total synthesis of (-)-Phenylhistine and (-)-Aurantiamine. Synthesis of a diverse dehydro-2,5-diketopiperazine library. Part II. Mol Divers. 2005;9(1-3):111-21. doi: 10.1007/s11030-005-1295-9. [PubMed:15789558 ]
Couladouros EA, Magos AD: Total asymmetric synthesis of (-)-Phenylhistine, (-)-Aurantiamine and related compounds. Part I. Mol Divers. 2005;9(1-3):99-109. doi: 10.1007/s11030-005-1294-x. [PubMed:15789557 ]
Vinokurova NG, Baskunov BP, Zelenkova NF, Arinbasarov MU: [The alkaloids of Penicillium aurantiogriseum Dierckx (1901) var. aurantiogriseum VKM F-1298]. Mikrobiologiia. 2004 Jul-Aug;73(4):491-7. [PubMed:15521175 ]

Showing NP-Card for Aurantiamine (NP0057971)

MOL for NP0057971 (Aurantiamine)

3D MOL for NP0057971 (Aurantiamine)

3D SDF for NP0057971 (Aurantiamine)

3D-SDF for NP0057971 (Aurantiamine)

PDB for NP0057971 (Aurantiamine)

3D PDB for NP0057971 (Aurantiamine)

SMILES for NP0057971 (Aurantiamine)

INCHI for NP0057971 (Aurantiamine)

Structure for NP0057971 (Aurantiamine)

3D Structure for NP0057971 (Aurantiamine)